Basic information
- Standard SMILES
CN1CCNCC1- InChIKey
PVOAHINGSUIXLS-UHFFFAOYSA-N- Molecular formula
- C5H12N2
- Average molar mass
- 100.16 g/mol
- Monoisotopic mass
- 100.10004839
Names & identifiers
- Preferred name
- 1-Methylpiperazine
- IUPAC
- 1-methylpiperazine
- English name
- 1-Methylpiperazine
- Molecular formula
- C5H12N2
- Molecular weight
- 100.16
Names & synonyms
Show more names
Database identifiers
- CAS
109-01-3- PubChem CID
- 53167
- DTXSID
DTXSID4021898- ChEMBL
CHEMBL1011- ChEBI
CHEBI:166561- UNII
- B92I95EL9Q
- EC Number
- 203-639-5
- Nikkaji
- J1.011A
Properties
Computed structural properties
- XLogP
- -0.4
- Topological polar surface area
- 15.3 Ų
- Hydrogen bond donors
- 1
- Hydrogen bond acceptors
- 2
- Rotatable bonds
- 0
- Heavy atoms
- 7
- Formal charge
- 0
- Complexity
- 48
Experimental & physicochemical properties
Kovats Retention Index
839;847;852;838.5
1266;1270;1274;1282;1282;1286;1262
Physicochemical properties
- Melting point
- -6 °C · -6 °C
- Boiling point
- 138 °C · 138 °C(lit.)
- Density
- 0.903 g/mL · 0.903 g/mL at 25 °C(lit.)
- vapor density
- 3.5 · 3.5 (vs air)
- vapor pressure
- 12 hPa · 12 hPa (20 °C)
- refractive index
- 20 · n20/D 1.466(lit.)
- Flash point
- 108 °F · 108 °F
- storage temp.
- 2 · 2-8°C
- solubility
- Chloroform (Soluble), Methanol (Soluble)
- pka
- 1 · pK1:4.94(+2);pK2:9.09(+1) (25°C,μ=0.1)
- form
- Liquid
- Specific Gravity
- 0.903 · 0.903
- color
- Clear
- PH
- 11 · 11-12 (50g/l, H2O, 20℃)
- explosive limit
- 1.2 · 1.2-9.9%(V)
- Viscosity
- 2.27 mm2/s · 2.27mm2/s
- Water Solubility
- soluble
- Sensitive
- Hygroscopic
- BRN
- 102724 · 102724
- Henry's Law Constant
- 1.8 · 1.8×103 mol/(m3Pa) at 25℃, Nguyen (2013)
- InChI
- 1S/C5H12N2/c1-7-4-2-6-3-5-7/h6H,2-5H2,1H3
- InChIKey
- PVOAHINGSUIXLS-UHFFFAOYSA-N
- SMILES
- CN1CCNCC1
- LogP
- -0.57 at · -0.57 at 25℃
- Surface tension
- 30.65 mN/m · 30.65mN/m at 298.15K
- CAS DataBase Reference
- 109 · 109-01-3(CAS DataBase Reference)
- FDA UNII
- 92 I95EL9Q · B92I95EL9Q
- NIST Chemistry Reference
- 1 · Piperazine, 1-methyl-(109-01-3)
- EPA Substance Registry System
- 1 · Piperazine, 1-methyl- (109-01-3)
- UNSPSC Code
- 41116107 · 41116107
- NACRES
- 24 · NA.24
- Symbol(GHS)
- 2 · GHS02,GHS05,GHS06
- Signal word
- Danger
- Hazard statements
- 226 · H226-H312-H314-H331
- Precautionary statements
- 210 · P210-P260-P280-P304+P340+P310-P305+P351+P338-P370+P378
- PPE
- Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter
- Hazard Codes
- T,F,C,Xi
- Risk Statements
- 10 · 10-21-23-34-36/37/38-20/21
- Safety Statements
- 16 · 16-26-36/37/39-45-36
- RIDADR
- 2734 · UN 2734 8/PG 2
- WGK Germany
- 2 · 2
- RTECS
- 1225000 · TM1225000
- Autoignition Temperature
- 320 °C · 320 °C
- Hazard Note
- Flammable/Toxic/Corrosive/Store under nitrogen
- TSCA
- TSCA listed
- HazardClass
- 3 · 3
- PackingGroup
- III
- HS Code
- 29335995 · 29335995
- Storage Class
- 3 · 3 - Flammable liquids
- Hazard Classifications
- 4 DermalAcute · Acute Tox. 4 DermalAcute Tox. 4 InhalationEye Dam. 1Flam. Liq. 3Skin Corr. 1BSkin Sens. 1B
- Toxicity
- 50 orally · LD50 orally in Rabbit: 2547 mg/kg LD50 dermal Rabbit 1341 mg/kg
- REACH Registrations
- Active
- Limited Quantities
- 1 L · 1.0 L (0.3 gallons) (liquid) or 1 Kg (2.2 lbs) (solid)
- Excepted Quantities
- Max Inner Pack (30g or 30ml) and Max Outer Pack (500g or 500ml)
Safety & regulation
GHS classification
GHS Classification
This chemical does not meet GHS hazard criteria for 1.1% (4 of 377) of reports.
Danger
H226 (98.7%): Flammable liquid and vapor [Warning Flammable liquids];H312 (44.8%): Harmful in contact with skin [Warning Acute toxicity, dermal];H314 (98.9%): Causes severe skin burns and eye damage [Danger Skin corrosion/irritation];H317 (53.8%): May cause an allergic skin reaction [Warning Sensitization, Skin];H318 (51.7%): Causes serious eye damage [Danger Serious eye damage/eye irritation];H330 (24.4%): Fatal if inhaled [Danger Acute toxicity, inhalation];H331 (12.5%): Toxic if inhaled [Danger Acute toxicity, inhalation];H332 (56.8%): Harmful if inhaled [Warning Acute toxicity, inhalation]
P210, P233, P240, P241, P242, P243, P260, P261, P264, P264+P265, P271, P272, P280, P284, P301+P330+P331, P302+P352, P302+P361+P354, P303+P361+P353, P304+P340, P305+P354+P338, P316, P317, P320, P321, P333+P317, P362+P364, P363, P370+P378, P403+P233, P403+P235, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 377 reports by companies from 24 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.;Reported as not meeting GHS hazard criteria per 4 of 377 reports by companies.;There are 23 notifications provided by 373 of 377 reports by companies with hazard statement code(s).;Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website.
Hazard information
Regulatory Information
Chemical: Piperazine, 1-methyl-
Status: Active Update: 08-07-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/13739;Status: Active Update: 20-10-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/18323
1-Methylpiperazine: Does not have an individual approval but may be used under an appropriate group standard
The New Jersey Worker and Community Right to Know Act requires public and private employers to provide information about hazardous substances at their workplaces. (N.J.S.A. 34:5A-1 et. seq.)
Hazards Summary
Causes skin corrosion in acute dermal studies of rabbits; Causes convulsions in acute inhalation studies of mice; Causes multiple liver effects, changes in renal tubules, changes in recording from peripheral motor nerve, and general anesthesia in acute oral studies of mice; [RTECS] Causes burns; May cause skin sensitization; Harmful by inhalation; [ECHA REACH Registrations] Causes burns; Inhalation may cause corrosive injuries to upper respiratory tract and lungs; Harmful by skin absorption; Toxic by inhalation; [Sigma-Aldrich MSDS] See Piperazine and salts.
Hazard Classes and Categories
Flam. Liq. 3 (98.7%);Acute Tox. 4 (44.8%);Skin Corr. 1B (98.9%);Skin Sens. 1B (53.8%);Eye Dam. 1 (51.7%);Acute Tox. 1 (24.4%);Acute Tox. 3 (12.5%);Acute Tox. 4 (56.8%)
Corrosives, Flammable agents - 2nd degree
Toxicology
Adverse Effects
Occupational hepatotoxin - Secondary hepatotoxins: the potential for toxic effect in the occupational setting is based on cases of poisoning by human ingestion or animal experimentation.;Dermatotoxin - Skin burns.;Skin Sensitizer - An agent that can induce an allergic reaction in the skin.;Toxic Pneumonitis - Inflammation of the lungs induced by inhalation of metal fumes or toxic gases and vapors.
Regulatory information
Regulatory Information
Chemical: Piperazine, 1-methyl-
Status: Active Update: 08-07-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/13739;Status: Active Update: 20-10-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/18323
1-Methylpiperazine: Does not have an individual approval but may be used under an appropriate group standard
The New Jersey Worker and Community Right to Know Act requires public and private employers to provide information about hazardous substances at their workplaces. (N.J.S.A. 34:5A-1 et. seq.)
Safety data
- PPE
- Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter
- wgk
- 2
- tsca
- TSCA listed
- rtecs
- TM1225000
- ridadr
- UN 2734 8/PG 2
- hs_code
- 29335995
- Toxicity
- LD50 orally in Rabbit: 2547 mg/kg LD50 dermal Rabbit 1341 mg/kg
- risk_code
- 10-21-23-34-36/37/38-20/21
- Signal word
- Danger
- Symbol(GHS)
- GHS02,GHS05,GHS06
- hazard_code
- T,F,C,Xi
- hazard_note
- Flammable/Toxic/Corrosive/Store under nitrogen
- safety_code
- 16-26-36/37/39-45-36
- hazard_class
- 3
- Storage Class
- 3 - Flammable liquids
- packing_group
- III
- Hazard statements
- H226-H312-H314-H331
- Limited Quantities
- 1.0 L (0.3 gallons) (liquid) or 1 Kg (2.2 lbs) (solid)
- Excepted Quantities
- Max Inner Pack (30g or 30ml) and Max Outer Pack (500g or 500ml)
- REACH Registrations
- Active
- Hazard Classifications
- Acute Tox. 4 DermalAcute Tox. 4 InhalationEye Dam. 1Flam. Liq. 3Skin Corr. 1BSkin Sens. 1B
- Autoignition Temperature
- 320 °C
- Precautionary statements
- P210-P260-P280-P304+P340+P310-P305+P351+P338-P370+P378
Chemistry & industry
Uses & manufacturing
Applications
Uses1-Methylpiperazine is used in the preparation of 2-(4-Methyl-1-piperazinylmethyl)acrylophenone(MPMAP)
Uses1-Methylpiperazine is used in the preparation of 2-(4-methyl-1-piperazinylmethyl)acrylophenone. It is involved in the preparation of 1-(4-methoxy-phenyl)-4-methyl-piperazine by reacting with 1-chloro-4-methoxy-benzene. It acts as an intermediate in the synthesis of active pharmaceutical ingredients like ofloxacin, rifampicin, clozapine, sildenafil, trifluoperazine and zopiclone. Further, it is used as a mimic template in the preparation of molecularly imprinted microspheres. In addition to this, it is used in the generation of difunctional strong anion-exchange stationary phase from a 1,4-diazacyclohexane derivative.
Upstream & downstream products
Upstream raw materials
Downstream products
Suppliers50 total
Additional notes
DefinitionChEBI: 1-Methylpiperazine is a N-methylpiperazine.
Related reactions
Linked notes
Loading…